Vacation rentals with a pool in New Kingston

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New Kingston

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Kingston

4.8 out of 5 average rating, 10 reviews

Spacious 2BR apt in upscale Manor Park, Kingston

Welcome to your tranquil oasis/retreat offering the perfect blend of peace & convenience. Cozy living space, where large windows flood the room w/ natural light and offer serene views of the surroundings, tastefully furnished to ensure your utmost comfort . Start your mornings w/ a refreshing swim in the sparkling pool. Located within walking distance of Manor Park (supermarkets, pharmacies, and a variety of restaurants) , this charming abode puts everything you need right at your fingertips.

Top guest favorite

Condo in Kingston

5 out of 5 average rating, 18 reviews

Boho Contemporary 1 b/r w/pool- The Shallai

Enjoy a stylish experience at The Shallai (Sha-Lay) . A centrally-located 1 bedroom (living room sofa also converts to a bed) , 1 1/2 bathroom apartment in the coveted community of Barbican (Kingston). This chic space in a 9-unit building exudes comfort and style. It’s perfect for professionals coming for meetings or a couple wanting to enjoy Kingston’s restaurants and hot spots from a convenient location. We are in close proximity to supermarkets, cafes and a wide selection of restaurants.

Guest favorite

Bungalow in Portmore

4.88 out of 5 average rating, 147 reviews

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

Guest favorite

Apartment in Kingston

4.91 out of 5 average rating, 117 reviews

CityFive Kgn 1 or 2 BDRMS Blue Mtn & City Views

***IMPORTANT*** READ ALL SECTIONS This contemporary listing is located right off the Liguanea Plain and affords you a view of the beautiful Blue Mountain. It offers you the absolute peacefulness of a residential neighborhood with quick access to the city. For the business traveller, wi-fi connection, a comfortable work area and easy accessibility to the CBD. For families, cozy living area. For the vacationer, 10 mins to Bob Marley Museum, Devon House or 35 mins to Port Royal

Superhost

Condo in Portmore

4.83 out of 5 average rating, 71 reviews

City/Ocean View, Pool, Beach: Resort Like Vacation

Step into your dream getaway! This luxurious apartment blends coastal charm with city vibes, offering killer views of both skyline, beach and mountains. Splash in the pool, hit the beach, or chill in the lobby—whatever floats your boat! Elevator? Check. Meeting room? Got it. Plus, an epic mix of city buzz and mountain zen. Ready for an unforgettable escape? Let's do this!

Superhost

Condo in Kingston

4.9 out of 5 average rating, 150 reviews

Ultimate 1BR Condo with Rooftop Pool

Explore the sophistication of this stylish condo located on the second floor, positioned within one of Kingston's most prestigious short-term lodging choices. Immerse yourself in the mesmerizing rooftop entertainment, perfectly paired with the exceptional care provided by our devoted team. We're eagerly awaiting the chance to host you!

Superhost

Apartment in Portmore

4.79 out of 5 average rating, 33 reviews

Apartment With Amazing View

Discover the most unforgettable stay at this luxurious studio apartment with a resort like feel filled with amenities. Enjoy our outdoor pool or a walk on the beach, relax while enjoying the Caribbean most amazing sunsets. From this 10th floor apartment, you will enjoy views of the city, mountains and the Caribbean Sea.

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What guests are saying

Luxury Condo with view @ Paddington

4.95 out of 5 average rating, 39 reviews1 month ago

I had an incredible stay at 48 Paddington in Kingston, Jamaica! From the moment I arrived, I was impressed by the cleanliness, comfort, and overall ambiance of the space. The location is perfect—safe, quiet, and conveniently close to everything I needed. The home itself was beautifully maintained, with modern amenities that made my stay super comfortable. The bed was cozy, the WiFi was fast, and the air conditioning was a lifesaver in the Jamaican heat! The host was exceptionally welcoming and responsive, ensuring I had everything I needed for a smooth and enjoyable stay. I would absolutely recommend this Airbnb to anyone visiting Kingston, whether for business or leisure. I’ll definitely be booking again on my next trip!

Condo in Kingston

What guests are saying

Cloud Vista Luxury 1BR Ocean Front Apt W. Pool

5 out of 5 average rating, 9 reviews3 months ago

Wonderful place!!! Looked just like the photos. Location, location, location very walkable to restaurants, the park overlooking the beach ⛱️ it was in the center of everything. There was a parking garage which was great because we had a rental car. The hosts were very communicative and responded timely. Only thing is we weren't able to gain access to the laundry closet because it was accidentally locked and no one was able to come out and unlock it. Other than that great stay! Will be back and book again!

Apartment in Kingston

What guests are saying

20 South Luxury Getaway

4.9 out of 5 average rating, 21 reviews3 months ago

Perfect vacation with a beautiful view of Kingston. Again always a pleasure enjoying the sun on your balcony (3 wks flies by when you’re in search of the perfect tan). Friendly folks in the building. Checking in this time around was easier and security was helpful and friendly during stay (letting me know where to go etc csz I rented a car this trip- but walking is easier during rush hours). Appreciate you for allowing me to stay again!!

Condo in Kingston